1-Hexene → 5-Methyl-2-Norbornene 1-Hexene

Reaction equation

[CH3:1][CH:2]1[CH2:7][CH:6]2[CH2:8][CH:3]1[CH:4]=[CH:5]2.[CH2:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH3:14].[I-].C([Al+]CC)C>C1C=CC=CC=1>[CH3:1][CH:2]1[CH2:7][CH:6]2[CH2:8][CH:3]1[CH:4]=[CH:5]2.[CH2:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

Procedure

500 ml dry benzene cosolvent, 74 ml 5-methyl-2-norbornene, 12 ml of the 1-hexene solution, and 6 ml of the diethylaluminum iodide solution were charged to a dry, nitrogen-purged quart bottle. 7.5 ml of the MoCl5 solution was charged last, and the bottle was shaken. After 80 minutes the reaction was shortstopped using a mixture of 1.5 ml ethanolamine, 10 ml of antioxidant solution (10 grams of 2,2',2"-tris[3(3,5-di-t-butyl-4-hydroxyphenyl)propionyloxy]ethyl isocyanurate in 100 ml benzene), and 1.5 ml Solution A. The polymer cement was coagulated using excess Solution A in a Waring blender. A solid weighing 66.0 grams was recovered after being filtered and vacuum dried at 60° C. It was found to be a ring-opened 5-methyl-2-norbornene/1-hexene copolymer having a DSV of about 1.90.